Abstract
The electrochemical reduction of 4-, 5-, 6- and 7-nitroindoles, at Hg, in basic (KOH 0.15 M, pH > 13) and acidic (HX 0.15 M, pH = 0.3) aqueous methanol (MeOH-H2O 95:5, v/v) gave substituted aminoindoles (mono and disubstituted) and/or the corresponding aminoindole in a ratio depending on the nitroindole, the pH and the nucleophile present in the medium. A mechanistic hypothesis supported by theoretical calculations is proposed.
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I. Marcotte, A. Lemire and J. Lessard, This issue.
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© 1998 Springer Japan
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Marcotte, I., Chapuzet, J.M., Dory, Y., Lessard, J. (1998). Iminoquinones as Electrogenerated Electrophilic Species. In: Torii, S. (eds) Novel Trends in Electroorganic Synthesis. Springer, Tokyo. https://doi.org/10.1007/978-4-431-65924-2_18
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DOI: https://doi.org/10.1007/978-4-431-65924-2_18
Publisher Name: Springer, Tokyo
Print ISBN: 978-4-431-65926-6
Online ISBN: 978-4-431-65924-2
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